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Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured Villas in Southwest Florida and around

Fishing
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is €180
includes taxes & fees
14 Dec - 15 Dec
Matlacha Tiny Village
Exterior
Vacay in Luxury! 2 mins to the Beach!

Villa in Holmes Beach

9.8 out of 10, Exceptional, (67)
"Super cute for a mother/daughter long weekend! Bonus was beach towels, beach chairs and a wagon to take to the beach which was so close to walk to. Pool was awesome as well being just steps from the door. "
United States
Barb W.
Vacay in Luxury! 2 mins to the Beach!
Terrace/patio
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Villa in Oakland Hills

9.8 out of 10, Exceptional, (59)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
The price is €264
includes taxes & fees
1 Dec - 2 Dec
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Property grounds
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Villa in Bradenton

10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
The price is €304
includes taxes & fees
1 Dec - 2 Dec
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Bradenton

2.0 star property
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is €381
includes taxes & fees
1 Dec - 2 Dec
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Outdoor dining
Beautiful house with lake view

Villa in Englewood East

10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is €261
includes taxes & fees
4 Dec - 5 Dec
Beautiful house with lake view
Exterior
Turtle Cay at The Beach Shack! Come On Down!

Villa in Manasota Key

10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
Turtle Cay at The Beach Shack! Come On Down!
Outdoor pool
River Wilderness Waterfront Cabins

Villa in Everglades City

2.5 star property
8.6 out of 10, Excellent, (269)
"Rooms are dated but clean and the kitchens are well outfiited with dishes and cooking supplies. Parking under the unit is awesome. Would recommend for motorcycle riders. Check in and out was really smooth and hasle free."
United States
Randy
The price is €224
includes taxes & fees
29 Nov - 30 Nov
River Wilderness Waterfront Cabins
Exterior
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.

Villa in Naples

9.6 out of 10, Exceptional, (14)
"It was a great place to stay and had lots of fun."
United States
Gavin G.
The price is €485
includes taxes & fees
30 Nov - 1 Dec
Cheerfull Villa.. Best Location in Naples!!! All you need in one home.
Exterior
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Villa in Bradenton

9.8 out of 10, Exceptional, (20)
"This property is amazing!"
United States
Heather R.
The price is €304
includes taxes & fees
1 Dec - 2 Dec
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining
Lake Marlin Villa 2

Villa in Englewood East

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
The price is €189
includes taxes & fees
4 Dec - 5 Dec
Lake Marlin Villa 2
Exterior
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Villa in Holmes Beach

9.6 out of 10, Exceptional, (47)
"would stay here again"
United States
Richard H.
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Exterior
Beautiful Bungalow with Pool and Bay Views!

Villa in Anna Maria

9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is €346
includes taxes & fees
1 Dec - 2 Dec
Beautiful Bungalow with Pool and Bay Views!
Exterior
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Villa in Holmes Beach

9.8 out of 10, Exceptional, (61)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
United States
Enis
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Outdoor dining
Stunning Luxury canal front villa "Sea Oats" across the street from the beach!

Villa in East End

9.0 out of 10, Wonderful, (26)
"Property was very clean and had many extra items that allowed us to enjoy the beach experience more: wagons, chairs, umbrellas, sand toys, and much more. Check in and out was very smooth. There is plenty of room here for families to spread out and enjoy time indoors as well. This is definitely a property that we would stay at again if we visit the area. "
United States
Stacy M.
The price is €463
includes taxes & fees
4 Dec - 5 Dec
Stunning Luxury canal front villa "Sea Oats" across the street from the beach!
Exterior
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Villa in Manasota Key

10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
United States
Mabel
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Property grounds
Last minuete July Specials!

Villa in East End

9.0 out of 10, Wonderful, (38)
"Kitchen furniture grounds bathroom all updated ! Cool and clean. A river view Very comfortable and extras walk to beach and beach supplies for use. Parking is close to door. I recommend this place "
United States
Luana H.
The price is €435
includes taxes & fees
4 Dec - 5 Dec
Last minuete July Specials!
Exterior
Completely Remodeled- 150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (37)
"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."
United States
TATE J.
The price is €366
includes taxes & fees
18 Dec - 19 Dec
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in South Bradenton

The price is €190
includes taxes & fees
9 Dec - 10 Dec
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Terrace/patio
Seashell Shanty at The Beach Shack! Come On Down!

Villa in Manasota Key

10.0 out of 10, Exceptional, (43)
"This property is amazing . We had a great time.....all the extras are such an added benefit!"
United States
Jeff A.
Seashell Shanty at The Beach Shack! Come On Down!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"Our stay was just one night, and we were disappointed that all of Pinecraft was shut di"
Carol Ann 1-night trip
Posted 17 hours ago
Carlisle Inn

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
1,105
Accommodation
59 Villas
Lowest Price
€180
Highest Price
€485

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between €180 and €485 per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of 59 villas in Southwest Florida. Whether you're getting away with the kids or your favourite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a holiday shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.
How can I find cheap villas in Southwest Florida?
Expedia is here to help you locate cheap villas in Southwest Florida. Use the filter tool to choose amenities, star rating and budget to refine your search and find the perfect stay in a matter of clicks.
What is there to do near my villa in Southwest Florida?
The most important travel accessory for your Southwest Florida getaway is a fabulous itinerary! Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travellers with its superb attractions, such as Sarasota BayWalk. Want to explore more? Carve out some time for Ed Smith Stadium and Robert L. Taylor Community Complex too.

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